Chemical and Pharmaceutical Bulletin p. 267 - 272 (1999)
Update date:2022-08-05
Topics:
Nishimura, Tomofumi
Zhang, Chen
Maeda, Yasuhiro
Shirai, Naohiro
Ikeda, Shin-ichi
Sato, Yoshiro
Allylbenzylsulfonium S-methylides 8S and dibenzylsulfonium S-methylides 18S have been generated by the fluoride ion-induced desilylation of S- benzyl-S-[(trimethylsilyl)methyl](alk-2-enyl)sulfonium salts 4S and S- benzyl-S-[(trimethylsilyl)methyl](4-substituted benzyl)sulfonium salts 7S, and the isomerized products are compared with those of the corresponding N- methylides. S-Methylides 8S selectively rearrange toward the allyl groups (path a in Chart 2), whereas rearrangement to the benzyl groups (path b) competitively occurs in N-methylides 8N. Isomerization of S-methylides 18S to S-benzylides 19S and 20S competes with sigmatropic rearrangement to the benzyl groups (paths a and b in Chart 3), whereas the isomerization of N- methylides 18N is not observed.
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Doi:10.1016/S0022-328X(97)00624-4
(1998)Doi:10.1016/S0277-5387(97)00373-2
(1998)Doi:10.1021/ic971199s
(1998)Doi:10.1055/s-1998-1654
(1998)Doi:10.1246/bcsj.41.2111
(1968)Doi:10.1021/jo991271z
(2000)
